Reactions of (S)-(4-nitrophenyl)[(4S)-2-oxo-1,3-oxazolidin-4-yl]methyl methanesulfonate with alkali metal halides and lithium hydroxide. Synthesis of [(2R,3R)-3-(4-nitrophenyl)aziridin-2-yl]-methanol | Health & Environmental Research Online (HERO)

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HERO ID

3830949

Reference Type

Journal Article

Title

Reactions of (S)-(4-nitrophenyl)[(4S)-2-oxo-1,3-oxazolidin-4-yl]methyl methanesulfonate with alkali metal halides and lithium hydroxide. Synthesis of [(2R,3R)-3-(4-nitrophenyl)aziridin-2-yl]-methanol

Author(s)

Madesclaire, M; Coudert, P; Leal, F; Tarrit, S; Zaitseva, YuV; Zaitsev, VP

Year

2013

Is Peer Reviewed?

Yes

Journal

Chemistry of Heterocyclic Compounds
ISSN: 0009-3122
EISSN: 1573-8353

Volume

Issue

Page Numbers

1103-1107

DOI

10.1007/s10593-013-1350-x

Web of Science Id

WOS:000326375500001

URL

http://link.springer.com/10.1007/s10593-013-1350-x
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Abstract

The formation [(2R,3R)-3-(4-nitrophenyl)aziridin-2-yl]methanol and 2-oxazolidine ring opening occurrred in the reaction of (S)-(4-nitrophenyl)[(4S)-2-oxo-1,3-oxazolidin-4-yl]methyl methanesulfonate with lithium hydroxide in aqueous dioxane or under phase transfer catalysis conditions.

Keywords

aziridine; oxazolidin-2-one; recyclization